6336-07-8Relevant articles and documents
Enzyme-assisted cyclization of chalcones to flavanones
Alonso, Mariana Macías,Boluda, Carlos José,Barajas, Gabriela Díaz,Sánchez, Nallely Caldera,Córdova-Guerrero, Iván,Marrero, Joaquín González
, p. 926 - 931 (2020/12/23)
Enzyme catalyzed synthesis is an eco-friendly technique in organic synthesis, having several benefits over conventional methods. In the present work, we describe a simple process of laccase and chloroperoxidase assisted cyclization of chalcones, leading to the formation of flavanones. The reaction proceeds in a mixture of phosphate buffer and ethanol, under oxygen atmosphere at room temperature, yielding the corresponding flavanone in good to moderate yield. The relative configuration of the products at C2 is tentatively assigned as S*-flavanone based on the coupling constants with the methylenic protons H3α,β. In comparison to the chemical methods, we describe a process which can be achieved efficiently under mild conditions using oxygen as oxidant.
Impact of mono- and disubstitution on the colorimetric dynamic covalent switching chalcone/flavanone scaffold
Muller, Brian M.,Mai, Jesse,Yocum, Reid A.,Adler, Marc J.
supporting information, p. 5108 - 5114 (2014/07/08)
The effect of aryl substitution on various aspects of the interconversion of ortho-hydroxychalcones and flavanones has been studied using multiple spectroscopic techniques. Derivatization of the core scaffold predictably alters the midpoint pH of this equilibration process suggesting its viability for application as a functional colorimetric molecular switch.
